Dog Sitting Holliston
Book a Holliston dog sitter to watch your dog in your sitter’s home or yours.
Over 56 pet parents in Holliston have booked dog sitting
Holliston, Find top rated dog sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Lauren was great while we were away! She stopped by twice/day to check on our kittens and feed them, clean the litter box, change the water etc for ten days while we were on vacation. She also was super helpful by checking the mail each day and bringing our trash and recycling to the street on pick up day. We also liked getting photos of our buddies while we were away.”
“Daniel was an excellent drop-in visitor and playmate for our cat Georgie. We really appreciated his friendliness, prompt communication, and genuine affection for our cat. Bonus points for his availability short notice during holiday season as well! We’d definitely recommend Daniel.”
About: I’ve been walking my family’s dogs for almost a decade now - a high energy Brittany spaniel & a very large husky/shepherd mix. 7 years ago I rescued a German shepherd/pit bull mix (Layla) who I’ve trained extensively and take on daily adventures. Then, a year ago I rescued Dixon (a German shepherd/Australian cattle dog mix) and he’s been reactive to humans & dogs alike. I’ve completed extensive training in classes with him alongside professionals. I’ve taken that experience and can apply many basic training concepts to dogs of all sizes/ages. I’m currently available throughout the work week at any time (as an educator on summer break). As of September 1st, I will be available from 2pm into the early evening. Book early to save a spot right at 2! I know a wide variety of trails/walking spots in the local area, so your pup will always be enriched & happy! I make sure to carry some kind of dog deterrent (PetSafe SprayShield or Pet Corrector) in case of emergency, and try to engage in positive reinforcement training throughout walks. This looks like rewarding the dog(s) with treats when they check in with me, stay in a heel, or keep loose tension on the leash. Within your home, I’ll always change/refill the water for the dog(s) after the walk.
“We are so happy we booked with Kerry! It was wonderful getting to meet her during our meet and greet, and we felt comfortable leaving our Labrador Retriever, Enzo, in her care. My husband and I were away for two days, and Kerry provided drop-in visits that included walks, feeding, playtime in the backyard, fresh water, and lots of great company for Enzo while we were away. She was so attentive and responsive throughout our time away and kept us updated with plenty of photos and messages, which gave us so much peace of mind. We could tell Enzo was happy and well cared for, and we truly appreciated how thoughtful and reliable Kerry was. We would absolutely book with her again and highly recommend her to anyone looking for someone who will care for their pets like their own! 🐾❤️”
“Kate was so amazing with our two cats! Even our very shy girl came out to see her and play. So grateful for the care she provided while we were away. She went above and beyond! Would definitely book with her again if she is available!”
“Stephanie was absolutely great. The dogs were well cared for and they seemed happy as can be. We would definelty use her again. Everytime she watches them, there is no worries, she dogs are well taken care of.”
About: At Adreine's Pet Sitting, I understand that your furry friends deserve the best care when you're busy or away. I offer professional dog Daycare, trusted house sitting and drop-in services to keep your pets happy and safe. With personalized attention and a focus on well-being, I will ensure your pet enjoys their time outside while maintaining the comfort of home. Whether you need a daily care or extended care during vacations, I got you covered. Let me take care of your pets as if they were my own! 🐕🐾🐾 I am currently taking new clients for Pet sitting and dog care. I offer in home overnight care as well as drop-in during the day. I am available to come to your home or mine. I will also stay with your fur baby if you need overnight care as well.
“Emily was great with our cat Coco! She was there when she said she would be and she made sure her litter box was clean! Sent me photos at each visit! :) Will definitely be using Emily again.”
“Nicholas was great! He conducted drop-in visits for our cats while we were away, and he was very responsive, kind, shared nice details about the animals, and sent great pictures which gave us peace of mind. Highly recommend!”
“Marina truly has a heart for animals! My husband and I just moved to the area from Austin, Texas and we are very grateful to have found Marina! She will be our go-to pet sitter moving forward.”
About: I’ve always known I wanted to be around dogs, that I’ve taken care of my families dog across states and stayed as long as wanted willingly, never asked for Pet care is an enjoyment for me as I’m an animal lover and have done a couple pre vet classes in college that i still attend I have two dogs of my own at home and take them out separately. I take my smaller dog out every two hours & play as i have a big backyard
About: I took care of my dog for 18 years before he passed away in 2022. I have also taken care of other friends dogs so I understand how much time and dedication it takes to care of any dog. I’m an active individual so I can run and play with dogs if needed. I’m willing to travel with your dogs and use my car if they need to taken to any locations. I’m a very patient and will give them the time they deserve. I have experience in giving dogs medication if needed and can attain to any special needs they may have. Overall, there is nothing I wouldn’t be open to in taking care of your dogs! I work as a Middle School Counselor during the Months of September through early June. During the school year I'm available anytime on weekends and after 4pm on weekday evenings. I’m off from mid June to late August. During this time I’m available to care for your pets anytime on weekdays and weekends. I took my dog on long walks and lots of dog parks. I also am willing to drive to any residence if needed and can bring lots of dog toys to be clients home's if needed!
About: I have owned dog my whole life and trained dogs for about 5 years. I will always treat your pet as if they were my own. I get out of work between 10 am-12 pm Mondays, Tuesdays, Wednesdays, Saturdays, and Sundays. I am off Thursdays and Fridays. I am very flexible, reliable, and am willing to work with you to figure things out. I have an open door policy for all pets as long as they can get along with other animals. But I do have the space and room to keep your pet separated if needed.
About: I don’t know life without furry friends! I was born into a family with two cats and a dog. Growing up, I took care of my own hamsters, fish, and hermit crabs. Since I was 12, I have taken care of my community members’ dogs of all sizes, cats of all temperaments, and small critters. The last 11 years, I’ve been primarily busy with grad school and taking care of my own 3 cats but recently my eldest crossed the rainbow bridge and I now work fully remotely, so have extra love and time to pour into your animals! I have experience with all ages and sizes of dogs. I can also administer medication. I work fully remotely, so have more flexibility to check in on your pets and walk your dogs! My weekends are generally free and I plan to be available over Thanksgiving and New Years. If I were to stay in your home to care for your dog, I would treat your home with the utmost respect and be able to keep the dog to his/her usual routine. I am comfortable with having your pup in my car if they like rides, need to go to the vet, or driven to a park. The same applies for kitty cats!
About: I've been looking after dogs, cats, and exotic pets for about 10 years now. I have a dog, 2 cats, and a leopard gecko of my own, so I know how to take care of all types of animals! I originally started my pet care journey with family pets, and slowly began gaining clients through family friends and being recommended to other people. I have handled all age ranges from kittens to seniors, so I'm able to do a wide array of services (administering medicine, being extra observant, correcting behavior, training, etc.) I'm able to be outside in all kinds of weather, and I can walk or play with your animals for as long as you prefer! I currently work full-time, but I still have plenty of time to care for your animals! My work is very flexible and I am often able to step away to visit your animals. I am completely free on Saturday afternoons, all day Sunday, and all day Monday. Depending on what environment your animal has at your home, I cater to your every preference. On leash, off leash, crated, no pets on furniture, etc. I always make sure to respect my clients homes and most importantly their wishes!
About: Hi! We’re Nicole & Ben, Animals have always been a huge part of our lives, and we genuinely love getting to know every pet’s unique personality. From growing up around animals to volunteering at a local animal shelter, we’ve had plenty of experience caring for pets and making sure they feel safe, comfortable, and loved. We’d love the chance to spoil your pets with lots of attention, playtime, walks, and cuddles! We know how important it is to feel comfortable leaving your pets with someone you trust, and we’ll treat them like they’re part of our own family while you’re away. We are young professionals with a highly flexible and hybrid work schedules. We can both work from home if needed and will have ample time to attend to your pets needs. Our home has a quiet indoor space for pets to relax, along with a first-floor patio with direct outdoor access, making it easy to get dogs outside for potty breaks and walks. We are happy to follow each pet’s usual routine, including feeding, walks, playtime, and downtime.
The median cost per visit for dog sitting in Holliston is $25
Dog parents share their Rover experiences - Holliston
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
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Popular requests for dog sitting - Holliston
Select a filter and find qualifying sitters offering dog sitting.Sitters in Holliston average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Holliston
Frequently asked questions about Rover
The average cost for Dog Sitting in Holliston on Rover is $27.75 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .
As of September 2026, there are 10,677 sitters on Rover offering Dog Sitting across Holliston. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Holliston stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Holliston choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Holliston with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Holliston. On Rover:
- 90% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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